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Growing the Fastest Calendar SaaS to Thousands of Users

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B2BSaaSYCcalendarcase-studyinterviewonboardingproductivityremote-workretention

TL;DR: John Li and Mike met at Berkeley, built two companies before Vimcal, and came up with the calendar idea while struggling to schedule 30+ investor meetings per week during fundraising. They spent 6 months building the first version. They launched through the YC internal forum and grew through word-of-mouth. They borrowed a tactic from Superhuman: requiring a 30-minute onboarding call for every new user. From January 2020 to October 2021, they onboarded thousands of users this way. Significant signup upticks came from Twitter shoutouts. A daily tutorial email series doubled retention overnight.

Key Insights

  • Requiring 30-minute onboarding calls for every new user builds deep product understanding and user connection
  • Every employee personally onboarding 100+ users makes customer insight part of company DNA
  • Daily tutorial emails in the first few days after signup doubled retention overnight
  • Twitter shoutouts from tech/VC community drive significant signup spikes for productivity tools

Actionable Takeaways

  • Require personal onboarding calls for early users to watch them use the product for the first time
  • Send tutorial emails daily for the first few days after signup to prevent users from forgetting your product
  • Show the magic moment of your product before users even get into it — on your website, Twitter, etc.
  • Make every team member do customer support to keep user empathy high

Principles Validated (2)